Phosphorus oxychloride → 3-Chloro-2-(2,4-dichloro-6-fluorobenzothiazol-7-yl)-4,5,6,7-tetrahydro-2H-indazole

HRID 21730Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21730
[Cl:1][C:2]1[S:3][C:4]2[C:10]([N:11]3[C:19](=O)[C:18]4[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=4[NH:12]3)=[C:9]([F:21])[CH:8]=[C:7]([Cl:22])[C:5]=2[N:6]=1.P(Cl)(Cl)([Cl:25])=O>>[Cl:25][C:19]1[N:11]([C:10]2[C:4]3[S:3][C:2]([Cl:1])=[N:6][C:5]=3[C:7]([Cl:22])=[CH:8][C:9]=2[F:21])[N:12]=[C:13]2[C:18]=1[CH2:17][CH2:16][CH2:15][CH2:14]2

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 199334592-(2,4-Dichloro-6-fluorobenzothiazol-7-yl)1,3,4,5,6,7-hexahydro-2H-indazol-3-one

Produkt 1

HCID 199334603-Chloro-2-(2,4-dichloro-6-fluorobenzothiazol-7-yl)-4,5,6,7-tetrahydro-2H-indazole

Versuchsvorschrift

0.2 g 2-(2,4-Dichloro-6-fluorobenzothiazol-7-yl)1,3,4,5,6,7-hexahydro-2H-indazol-3-one was treated with 2 ml phosphorus oxychloride and the mixture stirred for one hour under reflux. After cooling, it was poured into ice-water, extracted with ethyl acetate and the organic phase washed with sodium hydrogen carbonate and water. It was dried over magnesium sulfate and concentrated. The residue was purified by column chromatography. Yield: 0.07 g=32% of theory m.p.: 161°-163° C.

Aufarbeitung

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. washthe organic phase washed with sodium hydrogen carbonate and water
  5. dry with materialIt was dried over magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ecab1ddb575c4a79813f70eaa9956a8a
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424443

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